p-Toluenesulfonic acid monohydrate → HCID 86757189, compound

HRID 1386566Notes

Reaction equation

HRID 1386566 reaction equation
[CH2:1]([N:3]([CH2:43][CH3:44])[CH2:4][CH2:5][CH2:6][S:7]([N:10]([CH2:39][CH:40]([CH3:42])[CH3:41])[NH:11][C:12](=[O:38])[C@@H:13]([C@@H:18]([C:28](=[O:37])[NH:29][O:30]C1CCCCO1)[CH2:19]/[CH:20]=[CH:21]/[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[CH2:14][CH:15]([CH3:17])[CH3:16])(=[O:9])=[O:8])[CH3:2].O.[C:46]1([CH3:56])[CH:51]=[CH:50][C:49]([S:52]([OH:55])(=[O:54])=[O:53])=[CH:48][CH:47]=1>CO>[C:46]1([CH3:56])[CH:47]=[CH:48][C:49]([S:52]([OH:55])(=[O:53])=[O:54])=[CH:50][CH:51]=1.[CH2:43]([N:3]([CH2:1][CH3:2])[CH2:4][CH2:5][CH2:6][S:7]([N:10]([CH2:39][CH:40]([CH3:42])[CH3:41])[NH:11][C:12](=[O:38])[C@@H:13]([C@@H:18]([C:28](=[O:37])[NH:29][OH:30])[CH2:19]/[CH:20]=[CH:21]/[C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1)[CH2:14][CH:15]([CH3:17])[CH3:16])(=[O:9])=[O:8])[CH3:44]

Participants

4

Reactant 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 86757191HCID 86757191, compound

Product 1

HCID 86757189HCID 86757189, compoundYield 68.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 0.16 g of (E)-2′-[3-(diethylamino)propylsulphonyl]-2(R)-[1(S)-[(tetrahydro-2(RS)-pyranyloxy)carbamoyl]-4-phenyl-3-butenyl]-2′-isobutyl-4-methylvalerohydrazide in 4 ml of methanol was treated with 0.057 g of p-toluenesulphonic acid monohydrate. The mixture was stirred for 2 hours at room temperature and evaporated. Trituration of the residue with diethyl ether gave 0.125 g of (E)-2′-[3-(diethylamino)propylsulphonyl]-2(R)-[1(S)-(hydroxycarbamoyl)-4-phenyl-3-butenyl]-2′-isobutyl-4-methylvalerohydrazide p-toluenesulphonate in the form of an off-white solid.

Workup

  1. customevaporated

Sources & evidence

ORD record
ord-950042fc786b4514bfc1f1070fe18d86
Source dataset
uspto-grants-2001_07
Patent number
US06265446B1

Reaction notes

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